131139-02-1

Basic information

• Product Name: 3,5-di-O-benzyl-1,2-O-isopropylidene-β-D-arabinofuranose
• Synonyms: 3,5-di-O-benzyl-1,2-O-isopropylidene-β-D-arabinofuranose
• CAS NO: 131139-02-1
• Molecular Weight: 370.445
• EINECS: -0
• Mol File: 131139-02-1.mol

Chemical Properties

• CAS DataBase Reference: 3,5-di-O-benzyl-1,2-O-isopropylidene-β-D-arabinofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-di-O-benzyl-1,2-O-isopropylidene-β-D-arabinofuranose(131139-02-1)
• EPA Substance Registry System: 3,5-di-O-benzyl-1,2-O-isopropylidene-β-D-arabinofuranose(131139-02-1)

Safety Data

• Hazardous Substances Data: 131139-02-1(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 114738-04-4 (3aS,5R,6R,6aS)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol 
• 28697-53-2 D-arabinopyranose 
• 98-88-4 benzoyl chloride 
• 10323-20-3 D-Arabinose 
• 37077-81-9 1,2-isopropylidene-α-D-ribofuranose 
• 100-44-7 benzyl chloride 
• 168608-39-7 (3S,4S,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)tetrahydrofuran-2,3,4-triol 
• 56607-40-0 methyl D-arabinofuranoside 
• 5460-57-1 5-O-benzoyl-1,2-O-isopropylidene-β-D-arabinofuranose 
• 43138-39-2 1,2-O-isopropylidene-β-D-arabinofuranoside 

Downstream Products

• 16054-77-6 3,5-di-O-benzyl-β-D-arabinofuranose 
• 205485-59-2 pent-4-enyl 3,5-di-O-benzyl-β-D-arabinofuranoside 
• 205485-60-5 4-pentenyl 3,5-di-O-benzyl-α-D-arabinofuranoside 
• 205485-62-7 4-pentenyl 2-O-[2,3,5-tri-O-benzyl-β-D-arabinofuranosyl]-3,5-di-O-benzyl-β-D-arabinofuranoside 
• 205485-63-8 {(3aS,5R,6R,6aS)-6-[(2R,3S,4R,5R)-4-Benzyloxy-5-benzyloxymethyl-3-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yloxy)-tetrahydro-furan-2-yloxy]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl}-methanol 
• 213313-43-0 methyl 3,5-di-O-benzyl-D-arabinofuranoside 
• 817204-28-7 C₂₀H₂₂O₅ 
• 191543-71-2 methyl 3,5-di-O-benzyl-α-D-ribofuranoside 

Relevant articles and documents

CYCLIC DINUCLEOTIDE COMPOUND AND USES THEREOF

Provided are a compound of formula (I), an optical isomer thereof, a pharmaceutically acceptable salt thereof, uses of said compound acting as a STING agonist.

CYCLIC DINUCLEOTIDES AS ANTICANCER AGENTS

The present invention is directed to compounds of the formulae I, II and III as shown below wherein all substituents are defined herein, as well as pharmaceutically acceptable compositions comprising compounds of the invention and methods of using said compositions in the treatment of various disorders.

NUCLEOTIDE AND NUCLEOSIDE COMPOSITIONS AND USES RELATED THERETO

This disclosure relates to nucleotide and nucleoside therapeutic compositions and uses in treating infectious diseases, viral infections, and cancer, where the base of the nucleotide or nucleoside contains at least one thiol, thione or thioether.

Stereoselective C-glycosylation reactions of ribose derivatives: Electronic effects of five-membered ring oxocarbenium ions

The factors controlling the highly α-selective C-glycosylation of ribose derivatives were determined by examining the Stereoselective reactions of 18 ribose analogues differing in substitution at C-2, C-3, and C-4. The lowest energy conformers of the intermediate oxocarbenium ions display the C-3 alkoxy group in a pseudoaxial orientation to maximize electrostatic effects. To a lesser extent, the C-2 substituent prefers a pseudoequatorial position, and the alkyl group at C-4 has little influence on conformational preferences. In all cases, the product was formed by stereoelectronically preferred inside attack on the lowest energy conformer.

A new and efficient strategy for the synthesis of shimofuridin analogs: 2′-O-(4-O-stearoyl-α-L-fucopyranosyl)thymidine and -uridine

Two shimofuridin analogs: 2′-O-(4-O-stearoyl-α-L-fucopyranosyl)thymidine (2) and -uridine (3) have been synthesized using D-arabinose, L-fucose, thymine, uracil, and stearoyl chloride as the starting materials. The synthetic procedures involve the facile preparation of 1-(3,5-di-O-benzyl-β-D-ribofuranosyl)thymine (9) and -uracil (10) by coupling of 1,2-anhydro-3,5-di-O-benzyl-α-D-ribofuranose (8) with silylated thymine and uracil, and then stereoselective formation of the 1,2-cis (α) interglycoside bonds through condensation of the nucleoside derivatives 9 and 10 with 2-(2,3-di-O-benzyl-4-O-stearoyl-β-L-fucopyranosylsulfonyl) pyrimidine (18). The 1,2-anhydro-3,5-di-O-benzyl-α-D-ribofuranose (8) was prepared by an improved procedure from D-arabinose.

Synthesis of pentaarabinofuranosyl structure motif A of Mycobacterium tuberculosis

The first synthesis of motif A, the branched chain arabinofuranosyl pentasaccharide [t-β-Araf-(1 → 2)-α-D-Araf]2-3,5-α-D-Araf-(1 → 5) which constitutes the major humoral immunological epitope in the arabinogalactan cell wall of Mycobacterium tu

Synthesis of 2'-O-[(4''-O-stearoyl)-α-L-fucopyranosyl]thymidine: A shimofuridin analogue

A synthesis of the title compound has been achieved. The procedure involves a facile preparation of 1'-(3',5'-di-O-benzyl-β-D-ribofuranosyl)-thymine (8) with 1,2-anhydroribofuranose (7) as the glycosyl donor, stereoselective formation of a 1,2-cis (α) interglycoside bond with 4-O-stearoylated pyrimidin-2-yl 1 thio-β-L-fucopyranoside (16) as the glycosyl donor.

Ring contraction of 2-O-trifluoromethanesulphonates of α-hydroxy-γ-lactones to oxetane carboxylic esters

2-O-Trifluoromethanesulphonate esters of the four diastereomeric 3,5-di-O-benzyl-pentono-1,4-lactones gave, on treatment with potassium carbonate in methanol, efficient ring contraction to methyl oxetane-2-carboxylic esters. The stereochemistry at C-2 of